Alizarin-red vat dyestuff and process of making same.



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MAX HESSENLAND, OF'HfiGHST-ON-THE-MKIN, GERMANY, ASSIG'NOR TO FARBWERKEVORM. MEISTER LUGIUS & BR'lj'NING, -0F HtliCHST-ON-THE-MAIN: GERMANY, A

CORPOBATION 01 GERMANY.

ALIZABIN-RED VAT DYESTUFF AND PROCESS OF MAKING SAME.

No Drawing.

Specification of Letters Patent.

To all whom it may concern:

Be it known that I, MAX HESSENLAND, Ph. 1)., chemist a citizen of theEmpire of Germany, residing at, Hochst-on-the-Main, Germany, haveinvented certain new and useful Improvements in Alizarin-Red VatDyestufis .and Processes of Making Same, of which the following is aspecification.

I have found that yaluable alizarin-red vat dyestutfs are obtained bytreating 5-halogen-2-carboxy-aryl-l--aminoanthraquinones withdehydrating agents such as chlorosultonic acid. The constitution of thenew dyestufis and their relation to the parent products is apparent fromthe following formulae.

ooon 2 phenyl 1 alninoanthraquinone, obtainable by treatingchloroaminobenzoic acid (NH,:COOH:C1=1:2 :5)

with a-chloroanthraquinone, are introduced at 25 G. into 200 parts ofchlorosulfonic acid and stirred for half an hour at the saidtemperature. The mass is then poured on ice for separating thedyest-ufi'. When dry it forms a yellowish-red powder which is PatentedApr, 23, 1912. Application filed November 21, 1910. Serial No. 593,539.

not soluble in the usual solvents and which can be recrystallized fromnitrobenzene. On treating it with alkaline hydrosulfite the dyestuifyields a violet vat which dyes cotton and produces on oxidation in theair a yellowish-red color of the tint of the Turkey-red and of excellentfast ness.

In an analogous manner can be obtained,

for instance, the anthraquinone-broino-acridone, being of the sameconstitution and possessing very similar properties.

Having now particularly described my invention what I claim is:

1. As new. products, the vat-dyestufis being the4-Bz-halogen-anthraquinone-l.2- acridones of the constitution:

l l'\ lwherein C stands for an aryl residue and X for a halogen atom,being yellowish-red powders, insoluble in water, alcohol, ether,benzene, soluble in hot nitrobenzene, dissolving in concentratedsulfuric acid to yellowish-brown solutions, and in alkaline hydrosulfiteto violet solutions, and dyeing from the vat cotton fast tints likethose of the alizarin-red.

2. As a new product, the vat-dyestuif being the 4c Bzchloroanthraquinone-acridone of the constitution:

. being a yellowish-red powder, insoluble in water, alcohol, ether, andbenzene, soluble in hot mtrobenzene, dlssolv ng 1n concentrated sulfuricacid to a, yellowish-brown In testimony whereof, I aifix my signssolution, in alkaline hyfdrosulllite to a violet ture in presence of twoWitnesses.

solution an d ein rom he vat cotton fast tin s like tll ose el thealizarin-red. M HESSIDHLiAhE 8. The process, consisting in treating 5-Witnesses:

chloro 2 onrboxy aryl l aminoanthraqui- JEAN GRUND,

none with chlorosulionic acid EARL GRUNI').

